
Ten Day Sicily Itineraries
Find ancient surprises, mouthwatering food and wine shaped by tradition, and inspiring landscapes that sweep out to the sea with any 10-day Sicily itinerary. Our Zicasso travel specialists plan your trip with local expertise that can immerse you in hidden coastal towns or luxurious villas that overlook rolling vineyards. Our sample itineraries can inspire your next trip with ideas tailored to your preferences, whether you wish to travel to the top of Mt. Vesuvius or wander through the standing pillars of preserved Greek temples when visiting Sicily.
Explore Our Trip Ideas
Let these itineraries inspire your personalized travel experience

10 Day Trip IdeaFrom $4,500
Splendor of Sicily Tour: Ten Days of Culture, Relaxation, and Discovery

10 Day Trip IdeaFrom $4,500
Beautiful Landscapes and Gardens of Sicily Tour

10 Day Trip IdeaFrom $4,500
Jewish Cultural Tour of Sicily: History & Legacy

10 Day Trip IdeaFrom $4,500
Highlights of Sicily and Malta Tour

10 Day Trip IdeaFrom $4,600
Highlights of Sicily Itinerary: Palermo to Catania

10 Day Trip IdeaFrom $9,800
5 Stars Sicily Tour Package
How Zicasso Works
Here's how we create life-enriching, luxury travel experiences
1.Share Your Travel Dreams
Zicasso specializes in custom tours, vacations, and safaris tailored to your interests and preferences. From private African safaris to culinary experiences in Europe, submit a trip request to share your ideas and travel style.
2.Meet Your Travel Specialists
To ensure a personalized experience, we'll carefully handpick and introduce you to two of our top travel specialists, each with unsurpassed destination knowledge and local insight aligned to your luxury travel dreams.
3.Design Your Perfect Journey
Compare the expertise of two specialists with itineraries crafted exclusively for you. You can refine these further and choose your preferred proposal. Our unique process ensures a more creative, personalized, and expertly crafted trip.
Reviews of Zicasso's Ten Day Sicily Itineraries
Based on 735 verified traveler reviews.
Our Zicasso travel specialist did a fantastic job planning our family vacation for five adults.
Each hotel was top-notch. At the villa in Taormina, the rooms were luxurious, with unbelievable views of the bay and Mount Etna from private verandas. The staff were gracious and the restaurant's breakfast buffet delicious. Lunch and dinner were top-notch. The hotel in Agrigento was modern and the grounds were exceptional. It was close to the Valley of the Temples, with amazing views of the ruins from each room and the beautiful infinity pool. The hotel in Palermo was old-fashioned luxury with up-to-date facilities and close to the old town.
Our tour guides and drivers were excellent.
My only regret is that we only had 10 days to explore Sicily as there was so much more to see!
Our agent did a yeoman's job helping us plan this trip.
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We had a fabulous time in Sicily. It was our first visit and Zicasso’s travel company planned an excellent itinerary, with great recommendations on the cities and towns to visit that felt like a truly local experience. (Other agents focus on the big cities of Palermo and Taormina, but the travel company recommended we spend more time in Syracuse/Noto, Ragusa, and Modica.)
We loved our primary driver and the boutique hotels they selected for us. Communication and documents were all easy to follow.
The only piece we wish might have been curated a little more was the recommended dining options. There were too many and not necessarily great restaurants.
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Overall, I loved all that was planned for me by the travel specialist. She did a great job planning the transfers, tours, and activities we discussed during our planning. In particular, I loved my tour of Modica, the winery visit, my visit to Agrigento, and my visit to Noto and Marzamemi. I also loved my hotel in Ortigia - the location, the architecture, the views. I wish I had requested a sea view for my Taormina hotel, as not having that felt like a miss. I did not like at all the hotel in Rome (in spite of its convenient location) - it was a miss after such a glorious trip.
Every single tour guide and driver was excellent, knowledgeable and reliable. The initial personal fast track transfer in Rome was also excellent, and I requested the same service when I was leaving.
I would have liked the food and wine tour in Taormina to be a bit more elevated, given I am a foodie with elevated tastes. The local Sicily organizer, was very responsive overall. I just found it strange that she did not follow through on her offer to pay for a dinner because I chose my own venue.
The reason I am not giving this trip a 5 is because of a few issues: the room in Taormina and the hotel in Rome. The trip started strong with the transfer support and I wish it had been included at the end - I paid an additional fee for it. I also paid a significant additional fee for a private tour to Mt. Etna, which was given by the same person who drove me there. I feel like I overpaid for that tour. I canceled the Etna Food and Wine tour and wish I had gotten some consideration for that.
Stepping back, I am grateful for the trip and all the detailed organizing that went into it. I will look more closely at hotels offered so I avoid being disappointed.
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Originally, we had booked a Turkey/Greece itinerary with a Zicasso affiliate. Due to the outbreak of Middle East hostilities, we canceled the Turkey portion of our trip and decided to replace it with Sicily/Rome. Zicasso’s travel specialist, with very little time to spare, developed an agenda that synced up with our remaining plans in Greece. The result was extraordinarily professional.
The detailed agenda, with descriptions, times, locations, and contact information, left nothing to chance, giving us great peace of mind. The drivers and tour guides were very professional. Most of our guides had PhDs! Foodie tours in Palermo, cooking classes in Messina, wine tasting on Mount Etna (with a five-course meal!), archaeological and historic sites with informed insights... amazing! Our hotels and restaurants were first class!
The travel specialist did a great job of involving us in the selection process. Kudos! Our airline ticketing was also handled seamlessly, with no glitches.
We would highly recommend this travel company!
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We loved Sicily! Zicasso's travel operator provided us with an amazing trip! Every guide and activity surpassed our expectations. From the archaeological parks to the cooking class at the palace, the art class, the Jeep tour of Mount Etna, the olive oil and lemon farm, but especially the guides she selected for us, it was pure joy! The history of that country is mind-boggling and fascinating to learn about.
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